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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 344770Generated: October 30, 2026

Water → 4-Chloro-6-cyano-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran

https://huagongshe.com/reaction/344770

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactant6-cyano-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran-4-olHCID 11009019—
SolventDichloromethaneHCID 6344—
Product4-Chloro-6-cyano-3,4-dihydro-2,2-dimethyl-2H-1-benzopyranHCID 53767658—

Reaction Steps

To a solution of 6-cyano-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran-4-ol (U.K. Patent Application GB 2 204 868A) (2.93 g) and triethylamine (4.04 ml) in dichloromethane (100 ml) was added methanesulphonylchloride (2.24 ml) over 30 min, under an atmosphere of nitrogen. The reaction mixture was stirred for 18 h, water was added and the organic phase separated, washed with aqueous sodium hydrogencarbonate and dried over anhydrous sodium sulphate. Filtration and evaporation of the solvent in vacuo gave the title compound (3.03g) as a solid, which was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05053427
Source datasetuspto-grants-1991_10
ORD IDord-4e17afd236b34c4b953cd66af90cdfe2
Source noteuspto-grants-1991_10